(R)-1-cyanobutan-2-yl ((S)-1-(3-(3-(3-methoxy-4-(oxazol-5-yl)phenyl)ureido)phenyl)ethyl)carbamate

Base Information

• Chemical Name: (R)-1-cyanobutan-2-yl ((S)-1-(3-(3-(3-methoxy-4-(oxazol-5-yl)phenyl)ureido)phenyl)ethyl)carbamate
• CAS No.: 297730-17-7
• Deprecated CAS: 1032191-71-1
• Molecular Formula: C25H27N5O5
• Molecular Weight: 477.5
• UNII: I3NPL1V48Q
• DSSTox Substance ID: DTXSID80183921
• Wikidata: Q27280339
• NCI Thesaurus Code: C49181
• ChEMBL ID: CHEMBL3349001
• Mol file: 297730-17-7.mol

Synonyms:AVN 944;AVN-944;AVN944;carbamic acid, ((1S)-1-(3-((((3-methoxy-4-(5-oxazolyl)phenyl)amino)carbonyl)amino)phenyl)ethyl)-, (1R)-1-(cyanomethyl)propyl ester

Chemical Property of (R)-1-cyanobutan-2-yl ((S)-1-(3-(3-(3-methoxy-4-(oxazol-5-yl)phenyl)ureido)phenyl)ethyl)carbamate

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 477.20121898
• Heavy Atom Count: 35
• Complexity: 743

Purity/Quality:

99%, ^*data from raw suppliers

AVN-944 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

• Canonical SMILES: CCC(CC#N)OC(=O)NC(C)C1=CC(=CC=C1)NC(=O)NC2=CC(=C(C=C2)C3=CN=CO3)OC
• Isomeric SMILES: CC[C@H](CC#N)OC(=O)N[C@@H](C)C1=CC(=CC=C1)NC(=O)NC2=CC(=C(C=C2)C3=CN=CO3)OC
• Recent ClinicalTrials: AVN944 in Combination With Gemcitabine for the Treatment of Pancreatic Cancer
• Description: AVN944 is a selective, noncompetitive inhibitor of inosine-5''-monophosphate dehydrogenase (IMPDH; Ki = 6-10 nM for both human IMPDH isoforms), a rate-limiting enzyme involved in the de novo synthesis of purine nucleotides. Inhibition of IMPDH results in disruption of DNA and RNA synthesis, inhibition of cell proliferation, and the induction of apoptosis. AVN944 has been shown to inhibit the proliferation of multiple myeloma cells in vitro by inducing caspase-independent apoptosis. It is also reported to have antitumor properties in androgen-sensitive and androgen-independent prostate cancer cells in vitro.

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